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1. A basic cardigan you'll want to snag in every color because it'll be so easy to pair with shirts you already own.
2. Or a flowy floral cardigan for those fall days where it isn't quite cold but there's a breeze in the air.
3. Booties with a chunky heel and stylish cut outs to match all of your autumn apparel.
4. High-waisted ripped jeggings that'll look SO cute with that sweater you bought at the end of last winter and have been counting down the days to wear again.
5. A lace cocktail dress you'll be glad you invested in since October seems to be the new June when it comes to weddings.
6. An overall denim jumper that'll help you say "see ya'!" to your polka dot bikini because summer is OVER.
7. An oversized flannel for your annual trip (and inevitable Instagram photo shoot) to the pumpkin patch.
8. A belted collared dress you can wear with tights, booties, and your favorite chunky cardigan — perfect for transitioning your wardrobe from summer to fall. Don't you feel cozy just THINKING about this look? I do.
9. Combat boots that'll support you while you work your way through apple orchards or over crunchy leaves this season. Mmm and is there anything better than a dress with combat boots? Na.
10. A casual midi dress with buttons all the way down to make you look as delicate and beautiful as the foliage in the trees this time of year.
11. Or Sam Edelman rain booties for those cold mornings after it had rained and the leaves on the ground are all wet and slippery.
12. A layered shift dress with sleeves that'll make you feel like you're finally nailing that ~boho look~ you've always envied on other people.
13. A cowl neck waffle knit sweater you'd find pictured in the dictionary next to "fall fashionista."
14. A scarf you can wear in multiple ways to keep the chill out as the temperatures shift. Added bonus? You'll feel like you're wearing a blanket at all times. WIN.
15. A skater dress with a Peter Pan collar that'll let you channel your inner–Wednesday Addams while also looking fabulous for fall.
16. Off white Vans with flowers along the sides to add a little something extra to your standard fall footwear.
17. A leopard print maxi cardigan you'll want to add into your fall wardrobe lineup right ~meow~.
18. Leather mules to help you ~slide~ out of Hot Girl Summer and fall into, well, fall.
19. An oversized chunky sweater that'll become a staple in your outfit rotations from now through the end of winter — just look at how warm it seems!
20. A cap sleeve blouse you'll get tons of compliments on because it's so darn gourd-geous.
21. Or a thermal top with a tie in the front for a casual but still super cute look you can rock at tailgates all season long.
22. A denim jacket that can be accessorized with a variety of pins to show off your personality while also keeping your arms warm during the ever-changing temperatures fall brings.
23. Or a hand painted jean jacket you'll be able to express yourself with — ZERO help from any additional pins or patches needed.
24. A duster cardigan you can layer over a basic tee or long sleeve for a low-effort but super fashionable look. I'll take three please, thanks.
25. An A-line corduroy skirt to pair with your favorite booties for chic fall fashion statement.
26. A T-shirt that'll let you show off your love for ~spooky season~ — if you ask me every hour is the witching hour.
27. A reversible poncho, because why NOT leave the house and still feel like you're wrapped in your favorite blanket?
28. Heeled booties with decorative buckles that'll take your autumn style to ~new heights~.
29. Tights from Heist you'll find are essential to helping you bring some of your fave summer dresses and skirts into an extra season.
30. A colorblock open cardigan, because when it comes to fall fashion you can never have enough layering options.
31. Chic high-rise trousers to upgrade your office attire now that the seasons are changing.
32. Or a teddy coat that'll keep you nice 'n' toasty when you venture out for brunch on cool October mornings.
33. A lightweight pullover to keep your body at the perfect temperature for those early-in-the-season tailgates. Fall means football is back, baby!
34. Platform Oxfords that'll help you transition seamlessly from sandals into closed-toe shoes in case you're not quite ready to jump right into boots.
35. A grid print skirt you can easily pair with your favorite sweater for a comfy but still stylish outfit.
36. A lightweight button down dress you'll love because it gives off flawless fall ~vibes~ but won't leave you feeling overheated because it's still September.
37. A mock neck cropped sweatshirt with a retro feel to it that your mom will def approve of (and thus hopefully pay for!).
38. An embroidered pencil skirt featuring a slew of warm, autumn-appropriate colors you'll want to save for a special occasion because it's so pretty.
39. A splurge-worthy leather jacket you can wear for years to come and relish over how soft and luxurious it feels each time you pull it on.
40. And a jumpsuit that'll encourage you to ~leaf~ summer behind and dive right into a new (and, IMO, more fashionable) season.
Stumbling into fall fashion season like:
Want more? Check out our favorite online clothing stores for all your shopping needs, perfect places to shop for clothes if you’re in your 30s, plus the best places to order custom t-shirts online and the best clothing stores for petite sizes. Still not satisfied? Check out all of our clothing content for even more.
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